Cargando…

Selective Hydrodeoxygenation of Esters to Unsymmetrical Ethers over a Zirconium Oxide-Supported Pt–Mo Catalyst

[Image: see text] The catalytic hydrodeoxygenation (HDO) of carbonyl oxygen in esters using H(2) is an attractive method for synthesizing unsymmetrical ethers because water is theoretically the sole coproduct. Herein, we report a heterogeneous catalytic system for the selective HDO of esters to unsy...

Descripción completa

Detalles Bibliográficos
Autores principales: Sakoda, Katsumasa, Yamaguchi, Sho, Mitsudome, Takato, Mizugaki, Tomoo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8965830/
https://www.ncbi.nlm.nih.gov/pubmed/35373194
http://dx.doi.org/10.1021/jacsau.1c00535
_version_ 1784678519984357376
author Sakoda, Katsumasa
Yamaguchi, Sho
Mitsudome, Takato
Mizugaki, Tomoo
author_facet Sakoda, Katsumasa
Yamaguchi, Sho
Mitsudome, Takato
Mizugaki, Tomoo
author_sort Sakoda, Katsumasa
collection PubMed
description [Image: see text] The catalytic hydrodeoxygenation (HDO) of carbonyl oxygen in esters using H(2) is an attractive method for synthesizing unsymmetrical ethers because water is theoretically the sole coproduct. Herein, we report a heterogeneous catalytic system for the selective HDO of esters to unsymmetrical ethers over a zirconium oxide-supported platinum–molybdenum catalyst (Pt–Mo/ZrO(2)). A wide range of esters were transformed into the corresponding unsymmetrical ethers under mild reaction conditions (0.5 MPa H(2) at 100 °C). The Pt–Mo/ZrO(2) catalyst was also successfully applied to the conversion of a biomass-derived triglyceride into the corresponding triether. Physicochemical characterization and control experiments revealed that cooperative catalysis between Pt nanoparticles and neighboring molybdenum oxide species on the ZrO(2) surface plays a key role in the highly selective HDO of esters. This Pt–Mo/ZrO(2) catalyst system offers a highly efficient strategy for synthesizing unsymmetrical ethers and broadens the scope of sustainable reaction processes.
format Online
Article
Text
id pubmed-8965830
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-89658302022-03-31 Selective Hydrodeoxygenation of Esters to Unsymmetrical Ethers over a Zirconium Oxide-Supported Pt–Mo Catalyst Sakoda, Katsumasa Yamaguchi, Sho Mitsudome, Takato Mizugaki, Tomoo JACS Au [Image: see text] The catalytic hydrodeoxygenation (HDO) of carbonyl oxygen in esters using H(2) is an attractive method for synthesizing unsymmetrical ethers because water is theoretically the sole coproduct. Herein, we report a heterogeneous catalytic system for the selective HDO of esters to unsymmetrical ethers over a zirconium oxide-supported platinum–molybdenum catalyst (Pt–Mo/ZrO(2)). A wide range of esters were transformed into the corresponding unsymmetrical ethers under mild reaction conditions (0.5 MPa H(2) at 100 °C). The Pt–Mo/ZrO(2) catalyst was also successfully applied to the conversion of a biomass-derived triglyceride into the corresponding triether. Physicochemical characterization and control experiments revealed that cooperative catalysis between Pt nanoparticles and neighboring molybdenum oxide species on the ZrO(2) surface plays a key role in the highly selective HDO of esters. This Pt–Mo/ZrO(2) catalyst system offers a highly efficient strategy for synthesizing unsymmetrical ethers and broadens the scope of sustainable reaction processes. American Chemical Society 2022-02-24 /pmc/articles/PMC8965830/ /pubmed/35373194 http://dx.doi.org/10.1021/jacsau.1c00535 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Sakoda, Katsumasa
Yamaguchi, Sho
Mitsudome, Takato
Mizugaki, Tomoo
Selective Hydrodeoxygenation of Esters to Unsymmetrical Ethers over a Zirconium Oxide-Supported Pt–Mo Catalyst
title Selective Hydrodeoxygenation of Esters to Unsymmetrical Ethers over a Zirconium Oxide-Supported Pt–Mo Catalyst
title_full Selective Hydrodeoxygenation of Esters to Unsymmetrical Ethers over a Zirconium Oxide-Supported Pt–Mo Catalyst
title_fullStr Selective Hydrodeoxygenation of Esters to Unsymmetrical Ethers over a Zirconium Oxide-Supported Pt–Mo Catalyst
title_full_unstemmed Selective Hydrodeoxygenation of Esters to Unsymmetrical Ethers over a Zirconium Oxide-Supported Pt–Mo Catalyst
title_short Selective Hydrodeoxygenation of Esters to Unsymmetrical Ethers over a Zirconium Oxide-Supported Pt–Mo Catalyst
title_sort selective hydrodeoxygenation of esters to unsymmetrical ethers over a zirconium oxide-supported pt–mo catalyst
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8965830/
https://www.ncbi.nlm.nih.gov/pubmed/35373194
http://dx.doi.org/10.1021/jacsau.1c00535
work_keys_str_mv AT sakodakatsumasa selectivehydrodeoxygenationofesterstounsymmetricalethersoverazirconiumoxidesupportedptmocatalyst
AT yamaguchisho selectivehydrodeoxygenationofesterstounsymmetricalethersoverazirconiumoxidesupportedptmocatalyst
AT mitsudometakato selectivehydrodeoxygenationofesterstounsymmetricalethersoverazirconiumoxidesupportedptmocatalyst
AT mizugakitomoo selectivehydrodeoxygenationofesterstounsymmetricalethersoverazirconiumoxidesupportedptmocatalyst